crossdressing questions and tips

5 Questions Crossdressers Dare Not Ask Themselves

Without a doubt, the need to crossdress is something every crossdresser is born with; it’s an indisputably built-in part of us.

For most participants it brings great pleasure and greater awareness of the differences between genders. It also provides valuable time for many men to escape from the hurly-burly of the modern world and relax, letting their feminine side rise to the front and watching the world go by from a different perspective.

Most crossdressers are pragmatic enough to know that they can never ever give up this need, this want, this overpowering desire to crossdress. Even though some of our community purge (an awful word!), they are likely to start crossdressing again, almost as sure as the sun will rise in the east!

There are those who say crossdressers are delusional, in their En Femme dress or skirt and top, that they lose sight of reality when the so-called pink mist descends on their thought processes. No, sorry, I don’t agree. We are as sane and reasonable as the next person. It’s just that we do, I must admit, have the tendency to avoid asking ourselves some searching questions about our dressing—to which, perhaps, we don’t really want to know the answers!

What are these five questions?

  1. If crossdressing, for many, is simply about wearing women’s clothes because they enjoy the feel of the fabrics, the sensuality of the silks, the swish of the En Femme skirts and the variety of colors and styles on offer, then why do so many crossdressers feel the need to wear bras and breast forms and figure shapers, wigs and makeup, to give themselves the complete appearance of a woman? Is it, therefore, not the latent desire to be female which drives them to dress, not their admiration for the clothes?
  2. If crossdressing is frowned upon and misunderstood by the vast majority of the world’s populace (despite recent great advances in public awareness in the media and elsewhere), why do so many crossdressers offer themselves up for taunts, ridicule and even the threat of physical danger, just by going out and about to show themselves to the big wide world when crossdressed? Are we all masochists at heart?
  3. If there were no negative repercussions with family or job, or no monetary concerns, if most crossdressers had the chance to live and present as a female full-time with no repercussions, would they really do it? After all, many of us long so much for the times when we can be women that to be full-time with no hassles attached would seem to be the ultimate goal, right?
  4. On the basis that most crossdressers all travel on a very similar crossdressing journey to each other, are they not all moving towards the inevitable day when finally there is no choice but to have gender affirmation procedures? In other words, will we all one day end up being full-time women?
  5. Why does dressing like a woman, making our appearance as perfectly feminine or as convincing as we possibly can, temporarily alter the perceived sexuality of some crossdressers? There aren't many crossdressers who will say from the outset he is gay or bisexual—yet a fair number of our community are prepared to engage in relations with another man when they are crossdressed, aren’t they?

Food for thought, yes? I dare you to answer….

However, I have to say that I don’t for one minute pretend to have the answers to these questions, nor do I believe that they apply to everyone in our crossdressing community—just many of us.

I also know there are many crossdressers who are more than content to occasionally parade around indoors in their En Femme finery without ever having the wish to leave the comfort of their bedrooms or homes or meet others in the community, but I’m not one of them.

For those of you who feel similarly, what’s your take on these questions we avoid?